2-[5-chloro-3-(2-methoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-N,N-dimethyl isoindoline-1-carboxamide → 2-(5-chloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-N,N-dimethyl isoindoline-1-carboxamide

HRID 1662625Notes

Reaction equation

HRID 1662625 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([N:20]1[CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]1[C:29]([N:31]([CH3:33])[CH3:32])=[O:30])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19].[CH3:34][O:35][C:36]1[CH:41]=[CH:40][C:39]([S:42](Cl)(=[O:44])=[O:43])=[C:38]([O:46][C:47]([F:50])([F:49])[F:48])[CH:37]=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:42]([C:39]1[CH:40]=[CH:41][C:36]([O:35][CH3:34])=[CH:37][C:38]=1[O:46][C:47]([F:48])([F:49])[F:50])(=[O:44])=[O:43])[C:6](=[O:11])[C:5]2([N:20]1[CH2:28][C:27]2[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:21]1[C:29]([N:31]([CH3:32])[CH3:33])=[O:30])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH3:19]

Participants

3

Reactant 2

HCID 181844802-[5-chloro-3-(2-methoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-N,N-dimethyl isoindoline-1-carboxamideHCID 866256844-Methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride

Product 1

HCID 119516192-(5-chloro-3-(2-methoxyphenyl)-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-N,N-dimethyl isoindoline-1-carboxamide

Procedure

With 1.00 g of 2-[5-chloro-3-(2-methoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-N,N-dimethyl isoindoline-1-carboxamide (diastereoisomer mixture), which is the compound described in Preparation 3.5 of the brochure Publication No. WO01/64668, and 692 mg of 4-methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride as starting materials, 770 mg (Isomer mixture A, colorless amorphous) and 423 mg (Isomer mixture B, colorless amorphous) each of mixtures of diastereoisomers of the title compound were obtained by a similar method to Example 2.

Workup

  1. customdescribed in Preparation 3.5 of the brochure Publication No

Sources & evidence

ORD record
ord-2e3f47efc615495f81cc14eb5b4f4fcd
Source dataset
uspto-grants-2011_10
Patent number
US08030499B2

Reaction notes

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